JP3582736B2 - Polystyrene resin composition - Google Patents
Polystyrene resin composition Download PDFInfo
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- JP3582736B2 JP3582736B2 JP03515894A JP3515894A JP3582736B2 JP 3582736 B2 JP3582736 B2 JP 3582736B2 JP 03515894 A JP03515894 A JP 03515894A JP 3515894 A JP3515894 A JP 3515894A JP 3582736 B2 JP3582736 B2 JP 3582736B2
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- acid amide
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Description
【０００１】
【産業上の利用分野】
本発明は、良流動性を有し、かつ、剛性や耐衝撃性等の機械的物性バランスに優れるポリスチレン系樹脂組成物に関する。
【０００２】
【従来の技術分野】
熱可塑性樹脂に、無機充填剤を添加すると、剛性を始めとする機械的性質に優れた材料が得られることは、広く知られるところであるが、ポリスチレン系樹脂については、単純にポリスチレン系樹脂に無機充填剤をブレンドしても、良好な物性の材料は得られない。
【０００３】
そこで、上記のような問題を解決するために、例えば、表面を改質した無機充填剤をポリスチレン系樹脂に配合したり（特開昭５０−１９８４８号公報）、粒子状の無機充填剤と繊維状の無機充填剤を併用してポリスチレン系樹脂に配合する（特開昭５１−４５１５６号公報）ことによって、無機フィラー充填ポリスチレン系樹脂組成物の機械的性質を向上させる方法が試みられてきた。
【０００４】
しかしながら、無機充填剤の表面を改質する方法は、工業的に簡便な方法とは言えないばかりか、表面処理に伴う無機充填剤の価格上昇が避けられない。また、粒子状の無機充填剤と繊維状の無機充填剤を併用する方法は、繊維状の無機充填剤の添加によって材料の伸び特性が著しく低下するのに加え、成形品の異方性が大きくなることに伴うそり等の現象が避けられない。
【０００５】
また、熱可塑性樹脂に無機充填剤を添加すると、一般に、樹脂の流動特性が低下するため、射出成形用の材料として好ましくない。
【０００６】
ポリスチレン系樹脂が、元来、安価で、良好な流動特性を有し、かつ、機械的物性バランスに非常に優れる樹脂であることを考えれば、これらの諸物性を低下させることなく、剛性を始めとする機械的性質を、より向上させることが、重要な課題であった。
【０００７】
しかしながら、これらの課題をすべて満足する安価で、良流動特性を有し、かつ、機械的物性バランスに優れたポリスチレン系樹脂組成物は、これまで得られていないのが現状であった。
【０００８】
【発明が解決しようとする課題】
上記課題を解決すべく、本発明者らは、ハイインパクトポリスチレン樹脂（ＨＩＰＳ）に添加する各種の無機充填剤と有機系化合物のブレンド処方と流動特性及び機械的性質との関係を中心に鋭意検討した結果、上記の課題を解決するためには、ゴム含有量を限定したＨＩＰＳに対して、重量平均粒子径を特定した無機充填剤と特定の化学構造を有するカルボン酸アミド化合物をある一定の配合割合で添加すれば、流動特性および機械的性質に優れた物性バランスの良いポリスチレン系樹脂組成物を得ることが可能であることを見出し、本発明に到達した。
【０００９】
【課題を解決するための手段】
本発明の最大の特徴は、重量平均粒子径を特定した無機充填剤と特定の化学構造を有するカルボン酸アミド化合物の複合効果である。すなわち、ゴム含有量を限定したポリスチレン系樹脂、無機充填剤およびカルボン酸アミド化合物の三成分を併用することによって、流動特性および機械的性質に優れた物性バランスの良いポリスチレン系樹脂組成物を提供するものである。
【００１０】
以下、本発明を具体的に説明する。
本発明でいうハイインパクトポリスチレン樹脂は、ゴム含有量が３〜２０重量％、より望ましくは、５〜１２重量％の範囲であることが好ましい。ＨＩＰＳ中のゴム含有量が３重量％以下の範囲では、樹脂組成物の耐衝撃性が著しく低下するため好ましくなく、また、２０重量％以上になると、成型品の剛性が低下するので好ましくない。なお、本発明でいう樹脂中のゴム含有量の測定方法は、日本分析化学会編、朝倉書店発行、高分子分析化学ハンドブック（Ｐ２６７〜２６８）に記載されるゴム含量分析の実験手順に従って測定することができる。
【００１１】
また、本発明に用いる無機充填剤は、重量平均粒子径が０．５〜５μｍ、より望ましくは、０．５〜３μｍの範囲であることが好ましい。無機充填剤の重量平均粒子径が５μｍより大きくなると、樹脂組成物の耐衝撃性が急激に低下し、また、強度や弾性率の低下も生ずるため、好ましくなく、また重量平均粒子系が０．５μｍ以下だと、粒子が凝集を起こしやすくなり、その結果、成型品の衝撃強度が低下するため好ましくない。さらに、本発明に用いる無機充填剤の添加量の範囲は、１０〜５０重量％、より望ましくは、１５〜４０重量％の範囲である。無機充填剤の添加量が１０重量％未満の範囲では、一般式化１で表されるカルボン酸アミド化合物との複合効果が低下するため、好ましい機械的性質の向上が得られず、また、無機充填剤の添加量が５０重量％を越える範囲では、比重の増大や耐衝撃性の急激な低下が生ずるため、好ましくない。
【００１２】
なお、本発明でいう重量平均粒子径０．５〜５μｍの無機充填剤とは、硫酸バリウム、硫酸カルシウム、炭酸バリウム、炭酸カルシウム、タルク、カオリン、セピオライト、マイカ等の無機充填剤が代表的であり、これらの混合物でも差支えないが、これらの中でも、硫酸バリウムおよび炭酸カルシウムは、機械的性質のバランス面から、特に好ましい。
【００１３】
また、本発明でいう一般式化１〜化３で表されるカルボン酸アミド化合物の１種以上からなる化合物は０．３〜３重量％添加することが好ましく、望ましくは、０．５〜１．５重量％添加することがより好ましい。カルボン酸アミド化合物の添加量が０．３重量％未満の範囲では、無機充填剤との複合効果が低下するため、好ましい機械的性質の向上が得られず、また、カルボン酸アミド化合物の添加量が３重量％を越える範囲では、耐熱性や弾性率の急激な低下が生ずるため、いずれも好ましくない。
【００１４】
なお、本発明でいう一般式化１で表されるカルボン酸アミド化合物は、Ｒ１ が、炭素数６〜３０の炭化水素基で示されるものであるが、より望ましくは、炭素数が１２〜２５の炭化水素基であるものが好ましい。Ｒ２ は、炭素数１〜１２のアルキレン基で示されるものであるが、より望ましくは、炭素数が１〜６のアルキレン基であることが好ましい。さらに、一般式化１で表されるカルボン酸アミド化合物として望ましい具体的化合物としては、メチレンビスステアリン酸アミド、エチレンビスステアリン酸アミド、メチレンビスオレイン酸アミド、エチレンビスオレイン酸アミド、エチレンビスエルカ酸アミド、エチレンビスラウリン酸アミド、エチレンビスベヘニン酸アミド、エチレンビスモンタン酸アミド、メチレンビス安息香酸アミド、エチレンビス安息香酸アミド、テトラメチレンビスステアリン酸アミドおよびテトラメチレンビスラウリン酸アミドなどがある。
【００１５】
また、本発明でいう一般式化２で表されるカルボン酸アミド化合物は、Ｒ３ が炭素数１〜２０のアルキル基で示されるものであるが、より望ましくは、炭素数が６〜１８のアルキル基であることが好ましい。Ｒ４ は炭素数４〜４０の炭化水素基で示されるものであるが、より望ましくは、炭素数が６〜１８の炭化水素基であることが好ましい。一般式化２で表されるカルボン酸アミド化合物として望ましい具体的化合物としては、アジピン酸ジオクチルアミド、アジピン酸ジラウリルアミドおよびテレフタル酸ジオクチルアミドなどがある。
【００１６】
また、本発明でいう一般式化３で表されるカルボン酸アミド化合物は、Ｒ５ が炭素数１０〜４０の炭化水素基で示されるものであるが、より望ましくは、炭素数が１２〜３０の炭化水素基であることが好ましい。Ｒ６ は水素若しくは炭素数１〜４０のアルキル基で示されるものであるが、より望ましくは、水素若しくは炭素数が１〜２５のアルキル基で示されるものであることが好ましい。さらに、一般式化３で表されるカルボン酸アミド化合物として望ましい具体的化合物としては、ステアリン酸アミド、エルカ酸アミド、パルミチン酸アミド、オレイン酸アミド、エシル酸アミド、ベヘニン酸アミドおよびモンタン酸アミドなどがある。
【００１７】
上記の一般式化１〜化３の中から選ばれるカルボン酸アミドは、本発明の範囲内であれば、１種類を添加してもよいし、２種類以上を添加して用いても差し支えない。
【００１８】
上記のカルボン酸アミドの中でも、特に、メチレンビスステアリン酸アミドおよびエチレンビスステアリン酸アミドが、特性バランスおよび低価格等の面から好ましい。
【００１９】
なお、本発明のポリスチレン系樹脂組成物においては、目的に応じて、可塑剤、離型剤、耐候剤、酸化防止剤、着色剤、安定剤等を併用しても、本発明の範囲を著しく損なわない範囲であれば、特に差し支えはない。
【００２０】
【実施例】
以下、実施例および比較例に基づいて本発明を具体的に説明するが、本発明は、これらの実施例および比較例に限定されるものではない。
【００２１】
実施例１〜４、比較例１〜６
ゴム含有量７重量％のハイインパクトポリスチレン樹脂（ＨＩＰＳ−Ａ）、ゴム含有量２重量％のハイインパクトポリスチレン樹脂（ＨＩＰＳ−Ｂ）、重量平均粒子径１μｍの炭酸カルシウム（ＣａＣｏ３ ）、重量平均粒子径２μｍの硫酸バリウム（ＢａＳＯ４ ）、重量平均粒子径２μｍのタルク（タルクＡ）、重量平均粒子径９μｍのタルク（タルクＢ）、メチレンビスステアリン酸アミド（ＭＢＳ）およびエチレンビスステアリン酸アミド（ＥＢＳ）を用いて、表１〜表３に示す材料を作成した。
【００２２】
試料の調整は、（株）池貝製の３０ｍｍφ−２軸押出機を用いて、シリンダ−温度２１０℃の条件で混練し、実施例１〜４および比較例１〜５のペレットを得た後、（株）日本製鋼所製の１００ｔの射出成形機を用いてテストピ−スを作成した。
【００２３】
物性評価は、流動特性（２００℃、５ｋｇ荷重下でのＭＦＲ測定）、曲げ弾性率およびＩｚ値より判断した。判定基準として、ＭＦＲが１２ｇ／１０ｍｉｎ以上、曲げ弾性率が２００００ｋｇｆ／ｃｍ２ 以上および、Ｉｚ値が４ｋｇｆ−ｃｍ／ｃｍ以上と設定し、３つの物性をすべてクリアーしたものを合格（○）とし、それ以外を不合格（×）とした。
【００２４】
【表１】
【表２】
【表３】
表２、表３より、無機充填材の配合量が５重量％以下の範囲では、充分な剛性が得られず、また、５０重量％を越える範囲では、耐衝撃性が急激に低下し、無機充填剤とカルボン酸アミドの複合効果が充分に得られないことがわかる。さらに、重量平均粒子径が５μｍを越える無機充填材を使用した場合では、本発明の配合量の範囲内であっても、Ｉｚ値やＭＦＲが急激に低下していることがわかる。また、カルボン酸アミド化合物の添加量が０．３重量％よりも小さな範囲では、ＭＦＲやＩｚ値の向上が得られず、逆に、添加量が５重量％を越える範囲では、弾性率等の低下が生じている。また、ベースとするＨＩＰＳのゴム含有量が３重量％より小さな範囲では、耐衝撃性が急激に低下し、無機充填剤とカルボン酸アミドの複合効果が充分に得られない。
【００２８】
これに対して、用いるＨＩＰＳのゴム含有量と、ＨＩＰＳに添加する無機充填材の配合量および重量平均分子量、カルボン酸アミド化合物の種類および添加量を、本発明の方法に従って適切に選べば、特異的な２つの複合効果によって、良流動性を有し、かつ高い曲げ弾性率およびＩｚ値を有する優れた物性バランスを有する材料を得ることができる。
【００２９】
本発明によるポリスチレン系樹脂組成物は、機械的物性のバランスに優れ、かつ高流動性であることから、特に射出成形用材料に最適で、自動車内装部品や家電製品に使用されるプラスチック材料として極めて有用なものである。[0001]
[Industrial applications]
The present invention relates to a polystyrene-based resin composition having good fluidity and an excellent balance of mechanical properties such as rigidity and impact resistance.
[0002]
[Prior art field]
It is widely known that the addition of an inorganic filler to a thermoplastic resin can provide a material having excellent mechanical properties such as rigidity. Even if the filler is blended, a material having good physical properties cannot be obtained.
[0003]
Therefore, in order to solve the above-mentioned problems, for example, a surface-modified inorganic filler is mixed with a polystyrene resin (Japanese Patent Laid-Open No. 50-19848), or a particulate inorganic filler and fiber are mixed. Attempts have been made to improve the mechanical properties of the polystyrene-based resin composition filled with an inorganic filler by blending the polystyrene-based resin with a polystyrene-based resin in combination with an inorganic filler (see Japanese Patent Application Laid-Open No. 51-45656).
[0004]
However, the method of modifying the surface of the inorganic filler is not only an industrially simple method, but also increases the price of the inorganic filler due to the surface treatment. In addition, the method of using the particulate inorganic filler and the fibrous inorganic filler in combination reduces the elongation characteristics of the material significantly by the addition of the fibrous inorganic filler and increases the anisotropy of the molded product. Phenomena such as warping due to becoming inevitable.
[0005]
In addition, when an inorganic filler is added to a thermoplastic resin, the flow characteristics of the resin generally decrease, which is not preferable as a material for injection molding.
[0006]
Considering that polystyrene resin is originally a resin that is inexpensive, has good flow properties, and has a very good balance of mechanical properties, it can be used to increase rigidity without lowering these properties. It was an important issue to further improve the mechanical properties of the steel.
[0007]
However, at present, a polystyrene-based resin composition that is inexpensive, has good flow properties, and has an excellent balance of mechanical properties that satisfies all of these problems has not been obtained.
[0008]
[Problems to be solved by the invention]
In order to solve the above-mentioned problems, the present inventors have conducted intensive studies focusing on the relationship between blending formulations of various inorganic fillers and organic compounds to be added to high impact polystyrene resin (HIPS), and flow characteristics and mechanical properties. As a result, in order to solve the above-mentioned problem, a certain amount of an inorganic filler having a specified weight average particle diameter and a carboxylic acid amide compound having a specified chemical structure are mixed with HIPS having a limited rubber content. It has been found that a polystyrene-based resin composition having excellent flow properties and mechanical properties and good physical property balance can be obtained by adding at a ratio, and the present invention has been achieved.
[0009]
[Means for Solving the Problems]
The greatest feature of the present invention is a combined effect of an inorganic filler having a specified weight average particle diameter and a carboxylic acid amide compound having a specific chemical structure. That is, a polystyrene-based resin composition having excellent physical properties and excellent flow properties and mechanical properties is provided by using three components of a polystyrene-based resin having a limited rubber content, an inorganic filler and a carboxylic acid amide compound. Things.
[0010]
Hereinafter, the present invention will be described specifically.
The high impact polystyrene resin referred to in the present invention preferably has a rubber content of 3 to 20% by weight, more preferably 5 to 12% by weight. If the rubber content in the HIPS is in the range of 3% by weight or less, the impact resistance of the resin composition is remarkably reduced, and if it is 20% by weight or more, the rigidity of the molded product is lowered. In addition, the measuring method of the rubber content in the resin referred to in the present invention is measured in accordance with the experimental procedure of rubber content analysis described in Handbook of Polymer Analytical Chemistry, edited by The Japan Society for Analytical Chemistry, published by Asakura Shoten (P267-268). be able to.
[0011]
Further, the inorganic filler used in the present invention preferably has a weight average particle diameter of 0.5 to 5 μm, more preferably 0.5 to 3 μm. If the weight average particle diameter of the inorganic filler is larger than 5 μm, the impact resistance of the resin composition is sharply reduced, and the strength and elastic modulus are also lowered. When the particle size is 5 μm or less, the particles are apt to agglomerate, and as a result, the impact strength of the molded product is reduced, which is not preferable. Further, the range of the amount of the inorganic filler used in the present invention is 10 to 50% by weight, more preferably 15 to 40% by weight. When the addition amount of the inorganic filler is less than 10% by weight, the composite effect with the carboxylic acid amide compound represented by the general formula 1 is reduced, so that favorable mechanical properties cannot be improved. If the amount of the filler exceeds 50% by weight, the specific gravity increases and the impact resistance sharply decreases, which is not preferable.
[0012]
The inorganic filler having a weight average particle diameter of 0.5 to 5 μm in the present invention is typically an inorganic filler such as barium sulfate, calcium sulfate, barium carbonate, calcium carbonate, talc, kaolin, sepiolite, and mica. Yes, a mixture of these may be used, but among these, barium sulfate and calcium carbonate are particularly preferable in terms of balance of mechanical properties.
[0013]
Further, it is preferable to add 0.3 to 3% by weight of a compound comprising at least one of the carboxylic acid amide compounds represented by the general formulas 1 to 3 in the present invention, preferably 0.5 to 1%. It is more preferable to add 0.5% by weight. If the amount of the carboxylic acid amide compound is less than 0.3% by weight, the composite effect with the inorganic filler is reduced, so that favorable mechanical properties cannot be improved. If the amount exceeds 3% by weight, the heat resistance and the elastic modulus are sharply reduced, and thus both are not preferred.
[0014]
In the carboxylic acid amide compound represented by the general formula 1 in the present invention, R 1 is represented by a hydrocarbon group having 6 to 30 carbon atoms, and more preferably, 12 to 12 carbon atoms. Those having 25 hydrocarbon groups are preferred. R 2 is represented by an alkylene group having 1 to 12 carbon atoms, and more preferably an alkylene group having 1 to 6 carbon atoms. Specific examples of the preferred carboxylic acid amide compound represented by the general formula 1 include methylenebisstearic acid amide, ethylenebisstearic acid amide, methylenebisoleic acid amide, ethylenebisoleic acid amide, and ethylenebiserucic acid. Examples include amide, ethylenebislauric acid amide, ethylenebisbehenic acid amide, ethylenebismontanamide, methylenebisbenzoic acid amide, ethylenebisbenzoic acid amide, tetramethylenebisstearic acid amide, and tetramethylenebislauric acid amide.
[0015]
In the carboxylic acid amide compound represented by the general formula 2 in the present invention, R 3 is represented by an alkyl group having 1 to 20 carbon atoms, and more preferably 6 to 18 carbon atoms. It is preferably an alkyl group. R 4 is a hydrocarbon group having 4 to 40 carbon atoms, and more preferably a hydrocarbon group having 6 to 18 carbon atoms. Specific compounds that are desirable as the carboxylic acid amide compound represented by the general formula 2 include dioctylamide adipate, dilauramide adipic acid, and dioctylamide terephthalate.
[0016]
Further, in the carboxylic acid amide compound represented by the general formula 3 in the present invention, R 5 is represented by a hydrocarbon group having 10 to 40 carbon atoms, and more preferably, 12 to 30 carbon atoms. Is preferred. R 6 is represented by hydrogen or an alkyl group having 1 to 40 carbon atoms, and more preferably, R 6 is represented by hydrogen or an alkyl group having 1 to 25 carbon atoms. Further, specific examples of preferred carboxylic acid amide compounds represented by the general formula 3 include stearic acid amide, erucic acid amide, palmitic acid amide, oleic acid amide, esylic acid amide, behenic acid amide, and montanic acid amide. There is.
[0017]
The carboxylic acid amide selected from the above general formulas 1 to 3 may be used alone or in combination of two or more as long as it is within the scope of the present invention. .
[0018]
Among the carboxylic acid amides described above, methylene bisstearic acid amide and ethylene bisstearic acid amide are particularly preferred from the viewpoints of property balance and low cost.
[0019]
Incidentally, in the polystyrene resin composition of the present invention, depending on the purpose, the use of a plasticizer, a release agent, a weathering agent, an antioxidant, a coloring agent, a stabilizer, etc., significantly reduces the scope of the present invention. There is no particular problem as long as it does not impair.
[0020]
【Example】
Hereinafter, the present invention will be specifically described based on examples and comparative examples, but the present invention is not limited to these examples and comparative examples.
[0021]
Examples 1-4, Comparative Examples 1-6
High impact polystyrene resin (HIPS-A) having a rubber content of 7% by weight, high impact polystyrene resin (HIPS-B) having a rubber content of 2% by weight, calcium carbonate (CaCo3) having a weight average particle diameter of 1 μm, and weight average particle diameter 2 μm barium sulfate (BaSO 4), talc having a weight average particle diameter of 2 μm (talc A), talc having a weight average particle diameter of 9 μm (talc B), methylene bisstearic acid amide (MBS) and ethylene bisstearic acid amide (EBS) The materials shown in Tables 1 to 3 were prepared using the materials.
[0022]
Adjustment of the sample was carried out using a 30 mm φ twin screw extruder manufactured by Ikegai Co., Ltd., and kneaded under the conditions of a cylinder temperature of 210 ° C. to obtain pellets of Examples 1 to 4 and Comparative Examples 1 to 5. Test pieces were prepared using a 100 t injection molding machine manufactured by Japan Steel Works, Ltd.
[0023]
The physical properties were evaluated based on the flow characteristics (MFR measurement under a load of 5 kg at 200 ° C.), flexural modulus and Iz value. As a criterion, the MFR was set to 12 g / 10 min or more, the flexural modulus was set to 20,000 kgf / cm 2 or more, and the Iz value was set to 4 kgf-cm / cm or more. Others were rejected (x).
[0024]
[Table 1]
[Table 2]
[Table 3]
According to Tables 2 and 3, when the amount of the inorganic filler is less than 5% by weight, sufficient rigidity cannot be obtained. When the amount exceeds 50% by weight, the impact resistance sharply decreases, and It can be seen that the composite effect of the filler and the carboxylic acid amide cannot be sufficiently obtained. Furthermore, when an inorganic filler having a weight-average particle size exceeding 5 μm is used, it can be seen that the Iz value and the MFR sharply decrease even within the range of the compounding amount of the present invention. When the amount of the carboxylic acid amide compound is less than 0.3% by weight, the MFR and the Iz value cannot be improved. Conversely, when the amount exceeds 5% by weight, the elastic modulus and the like cannot be improved. The decline has occurred. Further, when the rubber content of the base HIPS is less than 3% by weight, the impact resistance is sharply reduced, and the composite effect of the inorganic filler and the carboxylic acid amide cannot be sufficiently obtained.
[0028]
On the other hand, if the rubber content of the HIPS used, the compounding amount and the weight average molecular weight of the inorganic filler added to the HIPS, and the type and amount of the carboxylic acid amide compound are properly selected according to the method of the present invention, the specific With the above two combined effects, it is possible to obtain a material having good fluidity and a high balance of physical properties having a high flexural modulus and an Iz value.
[0029]
The polystyrene-based resin composition according to the present invention has an excellent balance of mechanical properties and high fluidity, so that it is particularly suitable for injection molding materials and is extremely useful as a plastic material used for automobile interior parts and home electric appliances. It is useful.
Claims (5)
【化１】Ｒ1 −ＣＯＮＨ−Ｒ2 −ＮＨＣＯ−Ｒ1
（式中のＲ1 は炭素数６〜３０の炭化水素基を、Ｒ2 は炭素数１〜１２のアルキレン基を示す。）
【化２】Ｒ3 −ＮＨＣＯ−Ｒ4 −ＣＯＮＨ−Ｒ3
（式中のＲ3 は炭素数１〜２０のアルキル基を、Ｒ4 は炭素数４〜４０の炭化水素基を示す。）
【化３】Ｒ5 −ＣＯＮＨ−Ｒ6
（式中のＲ5 は炭素数１０〜４０の炭化水素基を、Ｒ6 は水素若しくは炭素数１〜４０のアルキル基を、各々示す。）(A) 47-89.7% by weight of high impact polystyrene resin (HIPS) having a rubber content of 3-20% by weight, and (B) inorganic having a weight average particle diameter of 0.5-5 μm. 10 to 50% by weight of a filler, and (C) 0.3 to 3% by weight of a compound of one or more selected from carboxylic acid amide compounds represented by the following general formulas (1) to (3). A polystyrene-based resin composition comprising:
[Image Omitted] R 1 -CONH-R 2 -NHCO-R 1
(In the formula, R 1 represents a hydrocarbon group having 6 to 30 carbon atoms, and R 2 represents an alkylene group having 1 to 12 carbon atoms.)
Embedded image R 3 —NHCO—R 4 —CONH—R 3
(In the formula, R 3 represents an alkyl group having 1 to 20 carbon atoms, and R 4 represents a hydrocarbon group having 4 to 40 carbon atoms.)
Embedded image R 5 —CONH—R 6
(In the formula, R 5 represents a hydrocarbon group having 10 to 40 carbon atoms, and R 6 represents hydrogen or an alkyl group having 1 to 40 carbon atoms.)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP03515894A JP3582736B2 (en) | 1994-02-09 | 1994-02-09 | Polystyrene resin composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP03515894A JP3582736B2 (en) | 1994-02-09 | 1994-02-09 | Polystyrene resin composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH07224198A JPH07224198A (en) | 1995-08-22 |
| JP3582736B2 true JP3582736B2 (en) | 2004-10-27 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP03515894A Expired - Lifetime JP3582736B2 (en) | 1994-02-09 | 1994-02-09 | Polystyrene resin composition |
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| Country | Link |
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| JP (1) | JP3582736B2 (en) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109517315B (en) * | 2018-11-16 | 2021-03-30 | 上海瀚氏科技集团有限公司 | Antibacterial plastic for automotive interior parts and production process thereof |
| CN110951120A (en) * | 2019-10-29 | 2020-04-03 | 万向钱潮股份有限公司 | Injection vulcanization formula for intermediate bearing rubber of transmission shaft of heavy-duty car |
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1994
- 1994-02-09 JP JP03515894A patent/JP3582736B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPH07224198A (en) | 1995-08-22 |
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